Tax Secrets Every Entrepreneur Should Know with Karlton Dennis

Let’s be real—taxes aren’t sexy… but keeping your money? That is hot.

In this episode, I’m sitting down with Karlton Dennis, a licensed tax strategist who’s on a mission to help entrepreneurs stop overpaying the IRS and start building generational wealth.

From tax write-offs to entity structure to real estate hacks—you name it, Karlton breaks it down with energy, clarity, and humor. (Yes, we actually laughed while talking about tax codes. Who knew?)

And here’s what makes Karlton different: He doesn’t just focus on taxes. He helps you think like a CEO and build a wealth plan that aligns with your vision.

Here’s what we cover:

• Why your business structure matters more than you think (S-corp vs LLC vs sole prop—oh my!)
• How to LEGALLY write off things like your home, travel, kids, and even your car 🚗
• The tax strategies you need to know before you hire your first employee
• Why the tax code isn’t “rigged”—it’s a blueprint for how to operate your business
• How wealthy people use taxes to build empires (and how you can too)

This conversation isn’t about loopholes or sketchy advice—it’s about understanding the rules of the game and using them intentionally.

Whether you're just starting out or hitting 7-figures, Karlton shares insights that can put real money back in your pocket. Trust me, you’ll want to grab a notebook for this one. 📓

P.S. Karlton even flipped the script on ME in this conversation—and gave me some clarity around my business structure. So if you're an entrepreneur, freelancer, or CEO-in-the-making… don't skip this episode.

Click play to hear all of this and:

[06:48] Why the tax code is designed to help business owners (and how to use it to your advantage)

[12:36] The difference between an LLC and an S-corp—and when it’s time to switch

[21:42] How to legally write off business trips, your home, and even your children

[28:19] Why wealthy people pay less in taxes—and how you can apply the same principles

[36:55] Common mistakes entrepreneurs make that cost them thousands

[45:20] The real power of tax strategy: freedom, flexibility, and generational wealth

Connect With Karlton Dennis:

Karlton Dennis is a licensed tax strategist, real estate investor, keynote speaker, and content creator who specializes in helping business owners reduce their tax burden, increase profitability, and build long-term wealth.

With millions of views across social media and a reputation for making complex financial strategies simple and relatable, Karlton is the go-to expert for entrepreneurs who want to grow smarter (not just harder).

He runs a tax firm and offers education and consulting programs to help founders—from solopreneurs to multi-million-dollar CEOs—design tax strategies that serve their lifestyle and legacy.

Learn more at: karltondennis.com

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For full show notes, visit jasminestar.com/podcast/episode578

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